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6. "Accidentally" shooting his then-fiancée, Kelly Preston

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Only Sheen could do this and still end up with an awesome story. In 1990, he became engaged to Preston. Within months, she was in the hospital and selling her 2.5 carat ring because she'd been shot in the arm. Sheen claims the entire thing happened because she'd been moving his clothing, which had a .22 in his pants pocket, and the gun went off. Again, only Charlie Sheen.